Category: 496-12-8

496-12-8, The chemical industry reduces the impact on the environment during synthesis 496-12-8, name is Isoindoline, I believe this compound will play a more active role in future production and life.

Isoindoline (20 mu, 0.18 mmol) was added to a stirred suspension of3- (2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)benzoic acid (20 mg, 0.051 mmol), HATU (25 mg, 0.066 mmol), and DIPEA (50 mu, 0.29 mmol) in DMF (0.5 mL). The reaction was stirred at r.t. overnight. The reaction was then diluted with MeOH and an off-white ppt. formed. The ppt. was collected by filtration, triturated with MeOH, and air dried to afford the title compound (17 mg, 68% yield). ? NMR (500 MHz, DMSO-i?) delta ppm 8.50 (q, J= 4.58 Hz, 1 H) 7.99 – 8.05 (m, 2 H) 7.90 – 7.95 (m, 2 H) 7.85 (dt, J= 6.10, 2.44 Hz, 1 H) 7.77 – 7.81 (m, 1 H) 7.73 – 7.77 (m, 1 H) 7.58 – 7.64 (m, 2 H) 7.36 – 7.45 (m, 3 H) 7.30 – 7.34 (m, 1 H) 7.29 (s, 2 H) 4.91 (s, 2 H) 4.84 (s, 2 H) 2.86 (d, J = 4.88 Hz, 3 H). LC/MS was performed on a Shimadzu-VP instrument with UV detection at 220 nm and Waters Micromass. LC/MS method: solvent A = 10% CH3CN/90% H2O/0.1% TFA, solvent B = 90% CH3CN/10% H2O/0.1% TFA, start %B = 0, final %B = 100, gradient time = 3 min, stop time = 4 min, flow rate = 4 ml/min, column: Sunfire CI 8 5 muiotaeta 4.6 x 50 mm; HPLC Rt = 2.48 min, (ES+) m/z (MH+) = 491. Analytical HPLC method: solvent A = 5% CH3CN/95% H2O/0.1% TFA, solvent B = 95% CH3CN/5% H2O/0.1% TFA, start %B = 10, final %B = 100, gradient time = 15 min, stop time = 18 min, flow rate = 1 ml/min. Column: Waters Sunfire C-18, 3.5 muiotaeta 4.6 x 150 mm, Rt = 13.81 min, purity = 100%; column: Waters Xbridge Phenyl 3.5 muiotaeta 4.6 x 150 mm, Rt = 13.81 min, purity = 100%.

The chemical industry reduces the impact on the environment during synthesis Isoindoline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; PARCELLA, Kyle, E.; BENDER, John, A.; BENO, Brett, R.; GRANT-YOUNG, Katharine, A.; HAN, Ying; HEWAWASAM, Piyasena; KADOW, John, F.; NICKEL, Andrew; WO2011/112191; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 496-12-8. 496-12-8

Commercially available benzenesulfonylchloride 6 (500 mg, 2.12 mmol) was dissolved in CH2Cl2 (29 mL), treated with Et3N (0.89 mL, 6.4 mmol) and isoindoline (0.48 mL, 0.51 g, 4.2 mmol) and stirred at room temperature for 3 h. The organic layer was diluted with CH2Cl2, washed successively with 1N aqueous HCl and then dried over anhydrous sodium sulphate. Evaporation under vacuum of the organic solvent afforded a crude product which was purified by column chromatography over silica gel, to yield the sulfonamidic derivative.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Isoindoline.

Reference:
Article; Granchi, Carlotta; Roy, Sarabindu; Mottinelli, Marco; Nardini, Elisa; Campinoti, Fabio; Tuccinardi, Tiziano; Lanza, Mario; Betti, Laura; Giannaccini, Gino; Lucacchini, Antonio; Martinelli, Adriano; MacChia, Marco; Minutolo, Filippo; Bioorganic and Medicinal Chemistry Letters; vol. 21; 24; (2011); p. 7331 – 7336;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem